I’m Stuffed: Story behind my post on /r/insertions. Part 1.

Recently divorced in my mid-20s, I explored casual sex because I missed out during my college years. It was summer, and I was walking by the river when I bumped into an old classmate from high school. We had a beer, small talk, and said our goodbyes. Later on, we started chatting online and via text. He was my type, taller by almost a foot and somewhat lanky with broad shoulders. He also had this primal, almost feral, quality I couldn’t pinpoint. I’m usually quite shy but with him, all my inhibitions disappeared.

It started innocently enough with me texting a sex joke, but he pounced on that opening immediately. He knew I was attracted to him. I received a very welcome dick pic, but taken with an artistic eye. In comparison to all the unsolicited ones I’ve been sent by other men before, the ones I received from him could’ve been exhibited.

He didn’t want full body nudes back, nor was he satisfied with tits. He wanted closeups on my pussy, lips spread. I felt exposed taking the pictures, but there was something about him that compelled me to push my boundaries further out.

The first time we had sex, he had an absolutely shameless way of admiring my body. He held my arms down when I got shy, and work my nipples with his tongue until I relaxed. He ordered me to do what he wanted and I couldn’t say no. Not that I wanted to, but as I said I had some reservations due to body shyness. I liked how he dominated me, and protests were immediately shut down by a look. He had one of the biggest cocks I’ve seen.

The first time he penetrated me, I laid on my back edge of my bed. He held my legs apart and he told me to watch all of it, and he said if I took my eyes off his cock he would stop. He started by rubbing the head on my clit sliding easily, I was so wet I knew he would have no problem fitting. I begged. He went just far enough to put the head in, and I started to whimper as he continued delaying what I wanted. When he finally slid in all the way, he did it slowly. I was filled, stretched wide enough and deep enough to be in ecstasy. But it kept going until I was deliriously moaning loudly, utterly surprised at how much it filled me.

I couldn’t think straight as he started pumping me with his massive cock. Every time he was balls deep, my moans rose an octave higher and his tempo got faster. I was watching his cock absolutely punish my little pussy, and my lips gripped when he pulled out for another stroke. I said “Cum in me,” which made him stop for a second as he tried to delay orgasm. ”Please,” sent him over the edge.

After some weeks, he told me how he’d been wanting to see and use a vegetable to fuck my pussy. Prior to this, I hadn’t had much in way of sexual exploration. (I’ve realized since that I’ll try anything once) So I bought a summer squash the next day. It was thicker on one end tapers into an average width near the stem.

I wanted to try this on my own first. I put a mirror next to my bed and laid on it, with some pillows propping me up. I watched myself in the mirror, legs spread and pussy exposed lasciviously. I took a picture and texted it to him. I shifted my attention back to the mirror, giving my pussy a light slap and letting it get wet. I spread my lips and just watched as my juices pooled at the opening before dripping down my ass. I was aching in anticipation, and I lightly slapped my clit again. The pain was pleasure, and before I try to stuff a vegetable in my hole I needed to be really, really wet.

To be continued.